Kid-friendly holiday rentals in Winchester

This place was exactly as listed and was very comfortable and cozy! The location was great and we had a great time staying here with my family 😊

This was the second time I stayed here. It was close to my work. Also very nice and peaceful location. If I come back that way this is where I’ll stay.

This was a great place. The boat ramp was super close and the covered boat dock was great. The house was clean with plenty of room for my mom's 70 birthday celebration and Memorial Day (the 9pm neighborhood curfew would have been nice to know prior to booking but we made it work). The description and pictures were exact as shown and described. We are definitely gonna to book again in the near future. Great job Derek!!!

My wife and I stayed here for our honeymoon and it was absolutely perfect. The location is great as it is close to hiking areas, restaurants, and Chattanooga without being too busy! The house itself was beautiful inside and out. It was clean and tidy, the beds were comfortable, and it was stocked with anything we could have needed. The hot tub was extremely nice and clean. It was very spacious. The sound of the interstate was not bad once you got inside and if you are a light sleeper, David provided ear plugs and white noise machines to cover the sound of the interstate. However, the interstate sounds should not deter you from this stay because the house, host, and location are all excellent and outweigh the noise. 100% recommend and will be staying here again.

Lookout Mountain Birdhouse is a new property, so everything is shiny and clean. While just off the road, it's very private. It's ~30 minutes to Chattanooga proper, but that worked OK for us. Lacy is a true gem of a host and great to work with. She promptly answered any questions we had and stayed in touch. The good and the bad: the tall, west-facing windows make for a bright house and a beautiful view, but the windows in the living area have no shades, which can render that area almost unusable in the late afternoon on a clear day. That said, we would definitely stay there again. We particularly enjoyed the Sunset Rock via Craven's House Trail, and the Montague Sculpture Garden in Chattanooga. The tour of Chattanooga Whiskey Experimental Distillery was fun, too.

Great for a family gathering! Rain or shine, great places to hang out! Everything we needed! We would book again!

The house is great, liked just the photos and has plenty of supplies. The only thing that could make it better would be being closer to the lake!

Beautiful home! Everything was clean and well stocked. The only hiccup was the stairs to the dock - they are currently under construction but we were still able to maneuver around. We will be back to stay!

exactly as listed. enjoyed a show at the Caverns, and this was an easy drive from there. The only local food is a taco bell attached to a gas station, so plan accordingly if you're going to need food before you get there

Michael’s house on Lookout Mt was excellent and right across from Rock City. The place was easy to find, well equipped, and clean and ideally located for both Rock City and Chattanooga.

Adam was very responsive and provided clear instructions. Eveything was easier due to his guidance. Some of the outlets didn't work, but the ones that did were enough for the electronics I had. While parking wasn't free at the location, there were plenty of free parking spots on the streets around the building, so that wasn't an issue. Overall, 5/5 it was a quiet, clean place. What makes this 5 stars is for me is Adam himself.

The property was as described, hosts were very communicative and the on site caretakers were very kind. Was very cool to watch the hangliders so close to the property

Great place to stay for the wedding we attended at Twin Creeks. Close to everything. Walnut Hill is great for coffee every morning. We would stay here again.

A very peaceful place to stay! Very close to things I enjoy doing - hiking, learning about the area. The guest house was very clean and I felt at home with the comfortable furniture and bed. The four-leggeds, Ginger and Belle, came to visit every day which was treat for me. I highly recommend this guest house and Tammy and Jo as hosts.

loved how accommodating the team was. got a welcome phone call right before I arrived which made me feel appreciated. the place was amazing. my group is already talking about planning the next trip here

Very comfortable

Gary's place was excellent! It was just what we needed after wedding activities at Gardens of the Gorge. This place is very quiet at night and a great place to unwind. The view from the balcony is so nice and was a welcomed sight each morning. Thank you again!

This was a great stay! As advertised, and with lots of resources to explore the area. We were only staying one night as part of a roadtrip, so we didn't get to experience the area, but the place was very comfortable.

This was our third stay, and it has been satisfying to see the investments made in the property over time. First there was the addition of outdoor amenities like a picnic table, grill, and lights. This time we noticed upgrades like a new mattress, TV, and coffee table. The hosts were super responsive, too, when something came up. We look forward to seeing what’s next!

Communication with Dan prior to arrival was superb. We needed to make several date changes and Dan was not only incredibly flexible, but always responded more quickly than I expected. Better lighting and comfortable seating for two would be desirable improvements.

We absolutely enjoyed our stay. Dana was very friendly and helpful. Her home was beautiful and so peaceful. The perfect place to get away and enjoy some quiet. My husband had a wonderful birthday thanks to Dana and Scott! 11/10 ! We hope to stay there again